Cool St. Augustine
Language $Currency
Login / Sign up
Bookings
Bookings
Cool Rewards Rewards
$0.00
Cool Rewards Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Things To Do Nights of Lights Boat Tours Sunset Cruises Ghost Tours Trolley Tours Top 10 Attractions Groups About FAQ Contact
Start your search
Change your search
Place or activity
Select Dates

St Augustine Cruises, Sailing & Water Tours

38 Results
Sort by:
Traveler Rating
Filter
Languages Clear
Time of Day Clear
18
22
23
Duration Clear
3
37
3
0
0
Price Clear
$0 $500+
Rating Clear
34
38
38
Specials Clear
38
10
0
7
0
Features Clear
0
25
36
8
19
0
Accessibility Clear
9
26
38
Families Clear
26
18
4

St Augustine Tours

Attractions

Guides

Calendar

Nights of Lights Sailboat Tour at St Augustine Sailing

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours …More

5.0 (18)

Nights of Lights Sailboat Tour at St Augustine Sailing

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours...

1 hour 15 minutes • Free Cancellation
5.0 (18)
from
$129
St Augustine Dolphin & Historical Landmark Cruise w Sunset Option

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour, where history, wildlife, and coastal scenery come together. Keep an eye out for …More

4.8 (16)

St Augustine Dolphin & Historical Landmark Cruise w Sunset Option

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour, where history, wildlife, and coastal scenery come together. Keep an eye out for...

1 hour 30 minutes • Free Cancellation
4.8 (16)
from
$30
Guided Salt Marsh Kayak Tour

Join us for one of the top rated kayak experiences in the USA! This 2-hour guided kayak adventure combines awesome wildlife in fertile marshes with …More

5.0 (12)

Guided Salt Marsh Kayak Tour

Join us for one of the top rated kayak experiences in the USA! This 2-hour guided kayak adventure combines awesome wildlife in fertile marshes with...

2 hours • Free Cancellation
5.0 (12)
from
$50
Haunted History Boat Tour in St. Augustine

As the sun dips below the horizon and darkness cloaks the ancient city of St. Augustine, the bayfront tells a different story—one of restless spirits, …More

5.0 (10)

Haunted History Boat Tour in St. Augustine

As the sun dips below the horizon and darkness cloaks the ancient city of St. Augustine, the bayfront tells a different story—one of restless spirits,...

1 hour 30 minutes • Free Cancellation
5.0 (10)
from
$33
Private St Augustine Inshore Fishing Charters

Experience America's oldest city from a completely different perspective on a private inshore fishing charter through the historic waterways of St. Augustine. Explore scenic backwaters, …More

4.9 (9)

Private St Augustine Inshore Fishing Charters

Experience America's oldest city from a completely different perspective on a private inshore fishing charter through the historic waterways of St. Augustine. Explore scenic backwaters,...

4 to 6 hours • Free Cancellation
4.9 (9)
from
$188
Adults Only Sunset River Jazz Cruise in St. Augustine

Relax on a serene adults-only Sunset River Jazz Cruise along the historic St. Augustine bayfront. This two-hour journey features live jazz, artisanal charcuterie, and a …More

5.0 (8)

Adults Only Sunset River Jazz Cruise in St. Augustine

Relax on a serene adults-only Sunset River Jazz Cruise along the historic St. Augustine bayfront. This two-hour journey features live jazz, artisanal charcuterie, and a...

2 hours • Free Cancellation
5.0 (8)
from
$64
St Augustine Floating Tiki Boat Cruise with BYOB Option

Explore St. Augustine’s beautiful Intracoastal Waterway on your private floating tiki boat! This BYOB cruise is the perfect way to relax, take in scenic waterfront …More

4.9 (8)

St Augustine Floating Tiki Boat Cruise with BYOB Option

Explore St. Augustine’s beautiful Intracoastal Waterway on your private floating tiki boat! This BYOB cruise is the perfect way to relax, take in scenic waterfront...

1 hour 30 minutes • Free Cancellation
4.9 (8)
from
$86
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to …More

4.8 (8)

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to...

2 hours • Free Cancellation
4.8 (8)
from
$199
Nights of Lights Sailboat Tour St Augustine Sailing

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours …More

5.0 (4)

Nights of Lights Sailboat Tour St Augustine Sailing

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours...

2 hours • Free Cancellation
5.0 (4)
from
$774
Nights of Lights Holiday Cruise Experience

Celebrate the magic of the holiday season by floating on the water, admiring the renowned Nights of Lights from a unique perspective. Glide along as …More

5.0 (4)

Nights of Lights Holiday Cruise Experience

Celebrate the magic of the holiday season by floating on the water, admiring the renowned Nights of Lights from a unique perspective. Glide along as...

1 hour • Free Cancellation
5.0 (4)
from
$74
Day Cruisin' Tour - #1 Party Boat in St. Augustine, FL

Join our Day Cruisin' Tour for day drinking, dancing & singing! Party with us while we cruise up and down the Matanzas River viewing Old …More

5.0 (3)

Day Cruisin' Tour - #1 Party Boat in St. Augustine, FL

Join our Day Cruisin' Tour for day drinking, dancing & singing! Party with us while we cruise up and down the Matanzas River viewing Old...

1 hour 30 minutes • Free Cancellation
5.0 (3)
from
$47
St. Augustine Island Tour, up to 6 passengers

Private day 4-hour day trip for a group of up to 6 passengers. Approximately 4-hour day trip out of the Saint Augustine area to include: …More

5.0 (2)

St. Augustine Island Tour, up to 6 passengers

Private day 4-hour day trip for a group of up to 6 passengers. Approximately 4-hour day trip out of the Saint Augustine area to include:...

3 to 4 hours • Free Cancellation
5.0 (2)
from
$395
Private Family St Augustine Inshore Fishing Tour

Make fishing part of your family's St. Augustine vacation with a private adventure through the city's scenic inshore waterways. Explore the Matanzas River, Tolomato River, …More

5.0 (2)

Private Family St Augustine Inshore Fishing Tour

Make fishing part of your family's St. Augustine vacation with a private adventure through the city's scenic inshore waterways. Explore the Matanzas River, Tolomato River,...

4 hours • Free Cancellation
5.0 (2)
from
$213
Private Dolphin Tours in St. Augustine, Florida

Explore the stunning coastal waters of St. Augustine on a private dolphin tour. Encounter the intelligent bottlenose dolphins in their natural habitat, often seen feeding …More

5.0 (2)

Private Dolphin Tours in St. Augustine, Florida

Explore the stunning coastal waters of St. Augustine on a private dolphin tour. Encounter the intelligent bottlenose dolphins in their natural habitat, often seen feeding...

2 hours • Free Cancellation
5.0 (2)
from
$90
Take a Scenic Boat Ride in St. Augustine

A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine …More

Likely to Sell Out
Likely to Sell Out
4.6 (1,674)

Take a Scenic Boat Ride in St. Augustine

A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine...

1 hour 15 minutes • Free Cancellation
4.6 (1,674)
from
$26
Dolphin, Manatee and Sea Turtle Kayak Adventure in St. Augustine

Come join us for a once in a lifetime experience as we paddle down the pristine waterways of St. Augustine and get an up close …More

Likely to Sell Out
Likely to Sell Out
4.7 (148)

Dolphin, Manatee and Sea Turtle Kayak Adventure in St. Augustine

Come join us for a once in a lifetime experience as we paddle down the pristine waterways of St. Augustine and get an up close...

2 hours • Free Cancellation
4.7 (148)
from
$69
St. Augustine Dolphin Watch and Historical Harbor Sail

Sail through the historic harbors near Vilano Beach, as we seek out some of Saint Augustine’s most charming residents, the local dolphin population. We’ll view …More

4.7 (93)

St. Augustine Dolphin Watch and Historical Harbor Sail

Sail through the historic harbors near Vilano Beach, as we seek out some of Saint Augustine’s most charming residents, the local dolphin population. We’ll view...

1 hour 30 minutes • Free Cancellation
4.7 (93)
from
$39
St Augustine Nights of Lights Tour with Live Music and Sunset Opt

Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday magic from the water, giving guests sweeping, unobstructed views of the …More

4.7 (69)

St Augustine Nights of Lights Tour with Live Music and Sunset Opt

Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday magic from the water, giving guests sweeping, unobstructed views of the...

1 hour 45 minutes • Free Cancellation
4.7 (69)
from
$82

Frequently Asked Questions

These answers are based on answers previously given to Cool St. Augustine customers' questions.

Recent tour reviews
Amazing experience!
New York City
St Augustine Dolphin & Historical Landmark Cruise w Sunset Option
Kathy_H, Sep 2026
Amazing experience!
We absolutely loved this experience! The crew James, Jamie, and Ky were all amazing and so knowledgeable. We will definitely do it again. 🫶
Read more
Great tour
New York City
St Augustine Dolphin & Historical Landmark Cruise w Sunset Option
StPpp, Sep 2026
Great tour
Great cruise Really enjoyed ourselves
Read more
Our haunted boat ride!
New York City
Haunted History Boat Tour in St. Augustine
E3474JGdanielc, Sep 2026
Our haunted boat ride!
Let start by saying the staff is amazing. They were so attentive to every detail of the tour and making the passengers feel safe and welcome. Our Captain was very nice and made sure all guests got on and off the boat safely. The Ghost guide was Katrina, and she spun the ghost stories aboard the ship with such enthusiasm it really drew you in. The bartender "Rose" was very funny and helped keep my tab going all night. The experience was wonderful, and the mood was made even better by the lightning storms we could see out in the distance over the ocean; it really helped set the mood. I would recommend this tour to anyone including families.
Read more
Experience
New York City
Take a Scenic Boat Ride in St. Augustine
chittoorjeesh, Sep 2026
Experience
Good experience and good guide
Read more
Dolphins!
New York City
Dolphin, Manatee and Sea Turtle Kayak Adventure in St. Augustine
Catherine_C, Sep 2026
Dolphins!
It was a great time. We saw dolphins! We learned about native birds as well as some St. Augustine history.
Read more
A lovely morning
New York City
Private Dolphin Tours in St. Augustine, Florida
Y2307LPsuzanner, Sep 2026
A lovely morning
Kathy and Chris were friendly and knowledgeable. We had a lovely time and saw lots of wildlife. We would go again!
Read more
Wonderful experience...
New York City
Take a Scenic Boat Ride in St. Augustine
Topeka_P, Sep 2026
Wonderful experience...
Wonderful experience learning about the history of St. Augustine and seeing the beautiful landscape and old structures.
Read more
Jazz was great, all in all a very enjoyable evening.
New York City
Adults Only Sunset River Jazz Cruise in St. Augustine
jgW9357DJ, Sep 2026
Jazz was great, all in all a very enjoyable evening.
This was an awesome cruise! The live Jazz was great and the music greeted us from the start until we docked at the end of the boat trip. The captain and crew were very sociable and my wine was a quality brand. No dolphins, but we did pass a pirate ship on the way. We couldn't have been happier with the cruise.
Read more
Great date night
New York City
Adults Only Sunset River Jazz Cruise in St. Augustine
761cheryla, Aug 2026
Great date night
What a beautiful night for a sunset boat and jazz tour! Staff very engaged and entertaining. Would do again.
Read more
Nolan our guide today....
New York City
Dolphin, Manatee and Sea Turtle Kayak Adventure in St. Augustine
Jen_C, Aug 2026
Nolan our guide today....
Nolan our guide today. Very informative on our Florida wetlands I’d do this tour every time I come visit! St.Augustine was amazing!
Read more
Fun dolphin historic tour
New York City
St. Augustine Dolphin Watch and Historical Harbor Sail
tashiau2026, Aug 2026
Fun dolphin historic tour
Guides and captain were great! Worth it for sure!!
Read more
Cool Sunset Sail with Great live music
New York City
St Augustine Nights of Lights Tour with Live Music and Sunset Opt
Camper640145, Aug 2026
Cool Sunset Sail with Great live music
Enjoyed the cool tunes and cool breeze. Live music was great.
Read more
Don’t hesitate amazing with kids
New York City
St. Augustine Dolphin Watch and Historical Harbor Sail
108cristalp, Aug 2026
Don’t hesitate amazing with kids
The crew was AMAZING! They where so welcoming! I definitely recommend this!! I went with a 3 and 4 years old and a 7 month old! And was amazing! Don’t hesitate
Read more
Best Way to tour St. Augustine
New York City
Guided Salt Marsh Kayak Tour
laurenkilloran, Aug 2026
Best Way to tour St. Augustine
This is one of the best ways to see the city. St. Augustines salt marshes are equally impressive as it's history. Kurt was an amazing guide. Giving us historical and ecological facts. This was my third excursion with Eco Tours and I am impressed with their love of the city and it's environment.
Read more
Salt water snapshots are Tour in Saint Augustine
New York City
Guided Salt Marsh Kayak Tour
653leilanih, Jul 2026
Salt water snapshots are Tour in Saint Augustine
We had an incredible experience on this guided tour with our knowledgeable and friendly guide, Miss Natalie. She was well versed in the local ecosystem and historical facts about the landmarks. She even took the time to recommend some great eateries in the area. I booked the tour for my daughter and son-in-law, both of whom are in the military, and we were home visiting. It was the perfect opportunity for some family time and for them to enjoy the beautiful weather. Thank you, Natalie, for making our day so special. It was truly an amazing experience.
Read more
Its a very relaxing and...
New York City
St Augustine Floating Tiki Boat Cruise with BYOB Option
amy_B, Jul 2026
Its a very relaxing and...
Its a very relaxing and enjoyable experience. This is my fourth time! You bring your own drinks and set the tone with your own music.
Read more
St Augustine Tours
Attractions
Guides
Calendar
View more
View more